6-Phenoxypicolinic acid

Base Information

• Chemical Name: 6-Phenoxypicolinic acid
• CAS No.: 51362-40-4
• Molecular Formula: C12H9NO3
• Molecular Weight: 215.208
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70527991
• Wikidata: Q82397261
• Mol file: 51362-40-4.mol

Synonyms:6-Phenoxypicolinic acid;51362-40-4;6-phenoxypyridine-2-carboxylic acid;6-phenoxy-pyridine-2-carboxylic acid;2-Pyridinecarboxylic acid, 6-phenoxy-;6-Phenoxypicolinicacid;6-phenoxy-2-pyridinecarboxylic acid;SCHEMBL7110101;DTXSID70527991;OHIOMWFFIKFFDX-UHFFFAOYSA-N;MFCD14585023;AKOS005174271;DS-17549;CS-0156079;C75407;EN300-7419105;A924385;Z969095338

Chemical Property of 6-Phenoxypicolinic acid

Chemical Property:

• Boiling Point: 400.6±30.0 °C(Predicted)
• PKA: 3.39±0.10(Predicted)
• PSA: 59.42000
• Density: 1.298±0.06 g/cm3(Predicted)
• LogP: 2.57210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 215.058243149
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

97% ^*data from raw suppliers

6-PhenoxypicolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=CC(=N2)C(=O)O

Technology Process of 6-Phenoxypicolinic acid

There total 4 articles about 6-Phenoxypicolinic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-bromo-6-phenoxypyridine (83247-00-1) + carbon dioxide (124-38-9,18923-20-1) → 6-phenoxy-picolinic acid (51362-40-4)

Guidance literature:

2-bromo-6-phenoxypyridine; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

carbon dioxide; With sulfuric acid; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; for 2h;

DOI:10.1002/anie.201405109

Reference yield:

2,6-Dibromopyridine (626-05-1) → 6-phenoxy-picolinic acid (51362-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C / Inert atmosphere

1.2: 14 h / 0 - 100 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane; diethyl ether / 0.25 h / -78 °C / Inert atmosphere

2.2: 2 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201405109

Reference yield:

phenol (108-95-2,27073-41-2) → 6-phenoxy-picolinic acid (51362-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C / Inert atmosphere

1.2: 14 h / 0 - 100 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane; diethyl ether / 0.25 h / -78 °C / Inert atmosphere

2.2: 2 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201405109

upstream raw materials:

2,6-Dibromopyridine

2-bromo-6-phenoxypyridine

carbon dioxide

phenol

Downstream raw materials:

N-(5-tetrazolyl)-6-phenoxy-2-pyridinecarboxamide

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